Author: Jessica.F

Xia, Tingting’s team published research in Organic Letters in 19 | CAS: 401-55-8

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6O3, Application of Ethylbromofluoroacetate.

Xia, Tingting published the artcilePalladium-Catalyzed Cross-Coupling of Ethyl Bromodifluoroacetate with Aryl Bromides or Triflates and Cross-Coupling of Ethyl Bromofluoroacetate with Aryl Iodides, Application of Ethylbromofluoroacetate, the publication is Organic Letters (2017), 19(10), 2610-2613, database is CAplus and MEDLINE.

A palladium-catalyzed Negishi cross-coupling reaction of Et bromodifluoroacetate with aryl bromides or aryl triflates to construct C(sp2)-CF2 bonds is described. The reaction was conducted under mild reaction conditions, and no preparation of organozinc reagents is required. This is the first report encompassing the conversion of aryl triflates into products containing C-CF2 bonds. In addition, the construction of C(sp2)-CHF bonds was achieved under mild conditions via a cross-coupling of aryl iodides with Et bromofluoroacetate.

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6O3, Application of Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xiong, Wenjing’s team published research in Journal of Organometallic Chemistry in 959 | CAS: 111-83-1

Journal of Organometallic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C4H3Cl2N3, HPLC of Formula: 111-83-1.

Xiong, Wenjing published the artcileSynthesis and optoelectronic properties of a dinuclear iridium (III) complex containing a picolinic acid derivative by nonconjugated linkage with a D-A-D core, HPLC of Formula: 111-83-1, the publication is Journal of Organometallic Chemistry (2022), 122202, database is CAplus.

A novel dinuclear iridium (III) complex containing a non-conjugated bridging picolinic acid ligand of (C8TPAPhOC2FIrpic)2BT with a D-A-D core was synthesized and characterized, in which the D-A-D core consists of benzo[c][1,2,5]thiadiazole (BT) and triphenylamino (TPA) units. Its optophys., electrochem. and electroluminescent characteristics were primarily studied. It is found this dinuclear iridium (III) complex exhibited similar photoluminescent and electroluminescent profiles, but higher brightness and efficiency in compared with the picolinic acid ligand in the single-emissive-layer organic light-emitting devices. The maximum luminance of 7404 cd/m2 and current efficiency of 0.81 cd/A was obtained in the (C8TPAPhOC2FIrpic)2BT-based devices. The efficient energy transfer is observed from the terminal iridium complex unit to the picolinic acid ligand. This work demonstrates that the picolinic acid ligand with a D-A-D core can facilitate dinuclear iridium (III) complex to exhibit the ancillary ligand-based red emission.

Journal of Organometallic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C4H3Cl2N3, HPLC of Formula: 111-83-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gao, Juan’s team published research in Synthetic Metals in 162 | CAS: 52431-30-8

Synthetic Metals published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Formula: C4Br2N2O4S.

Gao, Juan published the artcileSynthesis, characterization and photovoltaic properties of conjugated copolymers based on 2-alkyl-thieno[3,4-b]imidazole, Formula: C4Br2N2O4S, the publication is Synthetic Metals (2012), 162(17-18), 1694-1700, database is CAplus.

A new acceptor unit, 2-alkyl-thieno[3,4-b]imidazole, was synthesized through an annulation reaction between a 3,4-diaminothiophene derivative and a carboxyl acid or an acyl chloride, and was used for developing donor-acceptor conjugated copolymers. Copolymerization of 2-alkyl-thieno[3,4-b]imidazole and benzo[1,2-b:3,4-b’]dithiophene (BDT) or dithieno[3,2-b:2′,3′-d]silole (DTS) afforded 6 new low bandgap polymers P1-P6. These polymers possess intensive absorption at 400-650 nm and the optical bandgaps are in the range of 1.69-1.88 eV. They were firstly applied in polymer solar cells and the best efficiency of 0.72% was obtained from P2/PC71BM cells fabricated using a dip-coating method.

Synthetic Metals published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Formula: C4Br2N2O4S.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mailig, Melrose’s team published research in Journal of the American Chemical Society in 139 | CAS: 81216-14-0

Journal of the American Chemical Society published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Name: 7-Bromohept-1-yne.

Mailig, Melrose published the artcileCatalytic Anti-Markovnikov Hydroallylation of Terminal and Functionalized Internal Alkynes: Synthesis of Skipped Dienes and Trisubstituted Alkenes, Name: 7-Bromohept-1-yne, the publication is Journal of the American Chemical Society (2017), 139(20), 6969-6977, database is CAplus and MEDLINE.

We have developed catalytic anti-Markovnikov hydroallylation of terminal and functionalized internal alkynes. In this article, we describe the development of the reaction, exploration of the substrate scope, and a study of the reaction mechanism. Synthesis of skipped dienes through the hydroallylation of terminal alkyl and aryl alkynes with simple allyl phosphates and 2-substituted allyl phosphates is described. The hydroallylation of functionalized internal alkynes leads to the formation of skipped dienes containing trisubstituted alkenes. We demonstrate that the hydroallylation of internal alkynes can be used in the regio- and diastereoselective synthesis of complex trisubstituted alkenes. A mechanism of the hydroallylation reaction is proposed, and exptl. evidence is provided for the key steps of the catalytic cycle. Stoichiometric experiments demonstrate an unexpected role of lithium alkoxide in the carbon-carbon bond-forming step of the reaction. A study of the hydrocupration of internal alkynes provides new insight into the structure, stability, and reactivity of alkenyl copper intermediates, as well as insight into the source of the regioselectivity in reactions of internal alkynes.

Journal of the American Chemical Society published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Name: 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fuchigami, Takeshi’s team published research in Molecular Imaging and Biology in 22 | CAS: 97845-58-4

Molecular Imaging and Biology published new progress about 97845-58-4. 97845-58-4 belongs to bromides-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Bromide, name is 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, and the molecular formula is C8H15BrO2, Name: 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane.

Fuchigami, Takeshi published the artcileSynthesis and Characterization of 9-(4-[18F]Fluoro-3-(hydroxymethyl)butyl)-2-(phenylthio)-6-oxopurine as a Novel PET Agent for Mutant Herpes Simplex Virus Type 1 Thymidine Kinase Reporter Gene Imaging, Name: 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, the publication is Molecular Imaging and Biology (2020), 22(5), 1151-1160, database is CAplus and MEDLINE.

Purpose: [18F]FHBG has been used as a positron emission tomog. (PET) imaging tracer for the monitoring of herpes simplex virus type 1 thymidine kinase (HSV1-tk), a reporter gene for cell and gene therapy in humans. However, this tracer shows inadequate blood-brain barrier (BBB) penetration and, therefore, would be limited for accurate quantification of reporter gene expression in the brain. Here, we report the synthesis and evaluation of 9-(4-[18F]fluoro-3-(hydroxymethyl)butyl)-2(phenylthio)-6-oxopurine ([18F]FHBT) as a new PET tracer for imaging reporter gene expression of HSV1-tk and its mutant HSV1-sr39tk, with the aim of improved BBB penetration. Procedures: [18F]FHBT was prepared by using a tosylate precursor and [18F]KF. The cellular uptake of [18F]FHBT was performed in HSV1-sr39tk-pos. (+) or HSV1-sr39tk-neg. (-) MDA-MB-231 breast cancer cells. The specificity of [18F]FHBT to assess HSV1-sr39tk expression was evaluated by in vitro blocking studies using 1 mM of ganciclovir (GCV). Penetration of [18F]FHBT and [18F]FHBG across the BBB was assessed by dynamic PET imaging studies in normal mice. Results: The tosylate precursor reacted with [18F]KF using Kryptofix2.2.2 followed by deprotection to give [18F]FHBT in 10 % radiochem. yield (decay-corrected). The uptake of [18F]FHBT in HSV1-sr39tk (+) cells was significantly higher than that of HSV1-sr39tk (-) cells. In the presence of GCV (1 mM), the uptake of [18F]FHBT was significantly decreased, indicating that [18F]FHBT serves as a selective substrate of HSV1-sr39TK. PET images and time-activity curves of [18F]FHBT in the brain regions showed similar initial brain uptakes (∼12.75 min) as [18F]FHBG (P > 0.855). Slower washout of [18F]FHBT was observed at the later time points (17.75 – 57.75 min, P > 0.207). Conclusions: Although [18F]FHBT showed no statistically significant improvement of BBB permeability compared with [18F]FHBG, we have demonstrated that the 2-(phenylthio)-6-oxopurine backbone can serve as a novel scaffold for developing HSV1-tk/HSV1-sr39tk reporter gene imaging agents for addnl. research in the future.

Molecular Imaging and Biology published new progress about 97845-58-4. 97845-58-4 belongs to bromides-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Bromide, name is 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, and the molecular formula is C8H15BrO2, Name: 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Asukabe, Hirohiko et al. published their research in Journal of Chromatography A in 1993 | CAS: 80480-15-5

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Synthetic Route of C18H11BrO

Improvement of chemical analysis of antibiotics. XX Basic study on high-performance liquid chromatographic determination of four polyether antibiotics pre-derivatized with 1-bromoacetylpyrene was written by Asukabe, Hirohiko;Murata, Hideaki;Harada, Ken-Ichi;Suzuki, Makoto;Oka, Hisao;Ikai, Yoshitomo. And the article was included in Journal of Chromatography A in 1993.Synthetic Route of C18H11BrO The following contents are mentioned in the article:

A high-performance liquid chromatog. method for the determination of the polyether antibiotics (PEs), salinomycin (SL), monensin (MN), lasalocid (LA) and narasin (NA), based on a precolumn reaction system using 1-bromoacetylpyrene (1-BAP) as a fluorescence reagent, was established. Six standards of 1-pyrenacyl esters (PEs-PYs) including two of 1-pyrenacyl esters of internal standards, 18,19-dihydrosalinomycin (DSL) and 18,19-dihydro-20-ketosalinomycin (DKSL), were separated within 30 min on a Develosil 5C18 (5 μm) column (250×4.6 mm I.D.) with methanol-water (97:3) as the mobile phase at a flow-rate of 1.0 mL/min and were detected at λex 360 nm, λem 420 nm. This system was also effective for the separation between unused 1-BAP and PEs-PYs and the simultaneous determination of SL, MN, LA and NA was achieved at concentrations from 0.2 to 100 μg/mL. At concentrations of less than 10 μg/mL a silica gel cartridge was effective in eliminating the excess of unused reagents. Four calibration graphs with the internal standard method were linear between 20 and 100 μg/mL, 2 and 10 μg/mL and 0.2 and 1.0 μg/mL. The method is applicable to feed and residue analyses. This study involved multiple reactions and reactants, such as 2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5Synthetic Route of C18H11BrO).

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Synthetic Route of C18H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schultz, T. W. et al. published their research in SAR and QSAR in Environmental Research in 2007 | CAS: 80480-15-5

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C18H11BrO

Structure-activity relationships for abiotic thiol reactivity and aquatic toxicity of halo-substituted carbonyl compounds was written by Schultz, T. W.;Ralston, K. E.;Roberts, D. W.;Veith, G. D.;Aptula, A. O.. And the article was included in SAR and QSAR in Environmental Research in 2007.Synthetic Route of C18H11BrO The following contents are mentioned in the article:

Using abiotic thiol reactivity (EC50) and Tetrahymena pyriformis toxicity (IGC50) data for a group of halo-substituted ketones, esters and amides (i.e. SN2 electrophiles) and related compounds a series of structure-activity relationships are illustrated. Only the α-halo-carbonyl-containing compounds are observed to be thiol reactive with the order I > Br > Cl > F. Further comparisons disclose α-halo-carbonyl compounds to be more reactive than non-α-halo-carbonyl compounds; in addition, the reactivity is reduced when the number of C atoms between the carbonyl and halogen is greater than one. Comparing reactivity among α-halo-carbonyl-containing compounds with different β-alkyl groups shows the greater the size of the β-alkyl group the lesser the reactivity. A comparison of reactivity data for 2-bromoacetyl-containing compounds of differing dimensions reveals little difference in reactivity. Regression anal. demonstrates a linear relationship between toxicity and thiol reactivity: log(IGC-150) = 0.848 log(EC-150) + 1.40; n = 19, s = 0.250, r2 = 0.926, r2(pred) = 0.905, F = 199, Pr > F = 0.0001. This study involved multiple reactions and reactants, such as 2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5Synthetic Route of C18H11BrO).

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C18H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wei, Bin et al. published their research in Advanced Functional Materials in 2010 | CAS: 922721-30-0

3-Bromo-9-(4-fluorophenyl)-9H-carbazole (cas: 922721-30-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C18H11BrFN

Stable, Glassy, and Versatile Binaphthalene Derivatives Capable of Efficient Hole Transport, Hosting, and Deep-Blue Light Emission was written by Wei, Bin;Liu, Ji-Zhong;Zhang, Yong;Zhang, Jian-Hua;Peng, Hua-Nan;Fan, He-Liang;He, Yan-Bo;Gao, Xi-Cun. And the article was included in Advanced Functional Materials in 2010.Formula: C18H11BrFN The following contents are mentioned in the article:

Organic light-emitting diodes (OLEDs) have great potential applications in display and solid-state lighting. Stability, cost, and blue emission are key issues governing the future of OLEDs. The synthesis and photoelectronics of 3 kinds of binaphthyl (BN) derivatives are reported. BN1-3 are melting-point-less and highly stable materials, forming very good, amorphous, glass-like films. They decompose at temperatures ≤485-545°. At a constant c.d. of 25 mA cm-2, an ITO/BN3/Al single-layer device has a much-longer lifetime (>80 h) than that of an ITO/NPB/Al single-layer device (8 h). Also, the lifetime of a multilayer device based on BN1 is longer than a similar device based on NPB. BNs are efficient and versatile OLED materials: they can be used as a hole-transport layer (HTL), a host, and a deep-blue-light-emitting material. This versatility may cut the cost of large-scale material manufacture More importantly, the deep-blue electroluminescence (emission peak at 444 nm with CIE coordinates (0.16, 0.11), 3.23 cd A-1 at 0.21 mA cm-2, and 25200 cd m-2 at 9 V) remains very stable at very high current densities up to 1000 mA cm-2. This study involved multiple reactions and reactants, such as 3-Bromo-9-(4-fluorophenyl)-9H-carbazole (cas: 922721-30-0Formula: C18H11BrFN).

3-Bromo-9-(4-fluorophenyl)-9H-carbazole (cas: 922721-30-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C18H11BrFN

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jordan, Alfonzo D.’s team published research in Journal of Organic Chemistry in 68 | CAS: 111865-47-5

Journal of Organic Chemistry published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

Jordan, Alfonzo D. published the artcileEfficient Conversion of Substituted Aryl Thioureas to 2-Aminobenzothiazoles Using Benzyltrimethylammonium Tribromide, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of Organic Chemistry (2003), 68(22), 8693-8696, database is CAplus and MEDLINE.

The reaction of mol. bromine (Br2) with arylthioureas is known to produce 2-aminobenzothiazoles (Hugerschoff reaction). The authors show here that benzyltrimethylammonium tribromide, a stable, crystalline organic ammonium tribromide (OATB), can be readily utilized as an alternative electrophilic bromine source. It is easier to control the stoichiometry of addition with an OATB, which minimizes aromatic bromination caused by excess reagent. The authors have developed a direct procedure from isothiocyanates and amines using tetrabutylammonium thiocyanate (Bu4NSCN) and PhCH2NMe3Br3 to afford functionalized 2-aminobenzothiazoles.

Journal of Organic Chemistry published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kurach, Pawel’s team published research in European Journal of Organic Chemistry in | CAS: 849062-12-0

European Journal of Organic Chemistry published new progress about 849062-12-0. 849062-12-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Bromo-5-methoxyphenyl)boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 849062-12-0.

Kurach, Pawel published the artcileOne-pot generation of lithium (lithiophenyl)trialkoxyborates from substituted dihalobenzenes (Hal = Br, I) and their derivatization with electrophiles, Synthetic Route of 849062-12-0, the publication is European Journal of Organic Chemistry (2008), 3171-3178, database is CAplus.

The simple one-pot approach to synthetically useful phenyl-trialkoxyborates bearing lithium at the Ph ring has been developed starting with 1,3- and 1,4-diiodobenzene, as well as several activated dibromobenzenes and bromoiodo-benzenes. The general sequence of transformations involves halogen-lithium exchange by using nBuLi and subsequent boronation with a trialkylborate. The resulting lithium (halophenyl)trialkoxyborates were then subjected to halogen-lithium exchange in situ with a second equivalent of nBuLi to give dianionic lithium (lithiophenyl)trialkoxyborates. Treatment with selected electrophiles afforded substituted arylboronic acids and/or their pinacol esters as final products in moderate-to-good yields.

European Journal of Organic Chemistry published new progress about 849062-12-0. 849062-12-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Bromo-5-methoxyphenyl)boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 849062-12-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary